Total synthesis of the mushroom metabolite (+)-calopin |
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Authors: | Heiner EbelSebastian Knö r,Wolfgang Steglich |
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Affiliation: | Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13 (F), 81377 München, Germany |
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Abstract: | A synthesis of (+)-calopin (1a) was achieved employing a highly stereoselective ene reaction between 8-phenylmenthyl glyoxylate (3) and the β,β-dimethylstyrene 4c. Transesterification of the resulting homoallylic alcohol 5c, followed by allylic oxidation and hydrogenation yielded the δ-lactone 13 which was deprotected to the natural product 1a. |
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Keywords: | natural product synthesis calopin lactones asymmetric synthesis ene reaction |
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